(2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran

Base Information

Chemical Name:(2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran
CAS No.:1190883-37-4
Molecular Formula:C₄₁H₄₇BrO₃SSi₂
Molecular Weight:755.963
Hs Code.:

Synonyms:(2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran

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Technology Process of (2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran

There total 3 articles about (2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 1026107-12-9
1β-(5-bromothiophen-2-yl)-1,2-dideoxy-D-ribofuranose

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1190883-37-4
(2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ja3030388

Reference yield: 95.0%

: 1190883-36-3
C₁₃H₁₅BrO₅S

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1190883-37-4
(2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.tet.2009.07.021

Reference yield:

: 1β-(5-bromothiophen-2-yl)-1,2-dideoxy-3,5-di-O-(p-tolyl)-D-ribofuranose

: 1190883-37-4
(2R,3S,5R)-5-(5-bromothiophen-2-yl)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 1 h / 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

With 1H-imidazole; potassium carbonate; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja3030388